While the world starts preparing for winter, Key West remains bathed in a golden hue. Fall in this island paradise means fewer crowds, cooler evenings, and a plethora of activities that capture the essence of the Conch Republic. Whether you're a returning visitor or a first-timer, here's our curated guide to the best fall activities in Key West.

Top Fall Activities in Key West, Fall 2023

1. Dive into Fantasy Fest 🎭

Typically held in late October, the Fantasy Fest is a 10-day carnival that vibrantly showcases Key West’s quirky spirit. Parades, costumes, and themed parties fill the streets, making it a fall highlight.

2. Relish the Stone Crab Season 🦀

Fall means the start of the stone crab season (starts Oct 15 and ends in May). Throughout the season, you can savor this delicious crustacean in various local establishments. Freshly caught and paired with tangy mustard sauce, it's a culinary delight not to be missed.

3. Embrace the Calm at Beaches 🏖️

With the summer crowds gone, Key West’s beaches, such as the historic Fort Zachary Taylor, offer tranquility. Revel in the soft sands and lapping waves without the usual hustle.

4. Celebrate at the Goombay Festival 🥁

As part of the Fantasy Fest celebrations, this fest, held in the Bahama Village, is a tribute to Key West's Caribbean roots. Throughout fall, streets come alive with music, dance, and flavors from the islands during this exuberant two-day event on Oct. 21 & 22. 

5. Set Sail at Sunset 🌅

Fall sunsets in Key West have a magic of their own. Embark on a sunset sail, many of which offer live music and refreshments, to witness the horizon painted in autumnal hues. 

6. Explore Underwater Wonders 🐠

The clear fall waters are perfect for diving and snorkeling. The living coral barrier reef, teeming with marine life, offers a serene underwater experience, especially when the dive spots are less crowded.

7. Gear Up for the Zombie Bike Ride 🚴‍♂️🧟‍♂️

Sunday, October 22, in a unique blend of Halloween festivity and island fun, the Zombie Bike Ride witnesses thousands, young and old, dressing up as zombies and cycling along Key West’s scenic paths.

8. Immerse in Art at The Studios of Key West 🎨

Fall is a season of creativity at The Studios of Key West. Engage in various workshops, view exhibitions, or catch a performance and embrace the island's artistic pulse.

9. Go Birdwatching 🦜

The Florida Keys are a migratory route for various birds during fall. From the Key West Tropical Forest & Botanical Garden to other hotspots, keep an eye out for these winged visitors.

10. Attend the Annual Film Festival 🎬

Every fall, cinema enthusiasts gather for the Key West Film Festival, this year, from Nov 12-15. This event showcases renowned and emerging talents, offering a mix of feature films, shorts, and documentaries.

11. Cheer for the Offshore World Championship

Race World Offshore brings an exhilarating Offshore World Championship experience to Key West, presented by Performance Boat Center. Expect thrilling races featuring the world's top offshore racing teams from November 5th to 12th this year. 

Planning a Trip to Key West in the Fall?

Fall in Key West offers a mix of relaxation, cultural experiences, and natural wonders. From seasonal seafood to unique festivals and serene beaches, there's something for everyone during these golden months. Our relationships with local partners allows us to offer our services free of charge to you.